(E)-2,2',3,3'-tetramethylstilbene | 15914-12-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-2,2',3,3'-tetramethylstilbene
• 英文别名: 2,3,2',3'-tetramethyl-trans-stilbene；2,3,2',3'-Tetramethyl-trans-stilben；trans-2,2',3,3'-Tetramethyl-stilben；1-[(E)-2-(2,3-dimethylphenyl)ethenyl]-2,3-dimethylbenzene
• CAS: 15914-12-2
• 化学式: C₁₈H₂₀
• 分子量: 236.357
• InChiKey: IXUCONNNMDEAOY-VAWYXSNFSA-N

物化性质

• 熔点：
  144.5-145 °C
• 沸点：
  355.1±37.0 °C(Predicted)
• 密度：
  0.994±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (E)-2,2',3,3'-tetramethylstilbene 在 碘 作用下， 生成 1.2.5-Trimethyl-phenanthren
  参考文献：
  名称：

  高沸点石油馏分的成分。第十部分1,2,7,8-四甲基芴和甲基苯并[ a ]芴

  摘要：

  从科威特矿物油的一部分中分离出的烃已通过合成鉴定为1,2,7,8-四甲基芴。气相色谱显示，来自俄克拉荷马州油的甲基苯并[ a ]芴的结晶混合物包含至少六个组分，其中四个的保留时间与1-，3-，4-和10-甲基异构体的保留时间一致。描述了1-，3-和4-甲基苯并[ a ]芴的合成。

  DOI：

  10.1039/j39670000556
• 作为产物：
  描述：

  三甲苯 生成 (E)-2,2',3,3'-tetramethylstilbene
  参考文献：
  名称：

  高沸点石油馏分的成分。第十部分1,2,7,8-四甲基芴和甲基苯并[ a ]芴

  摘要：

  从科威特矿物油的一部分中分离出的烃已通过合成鉴定为1,2,7,8-四甲基芴。气相色谱显示，来自俄克拉荷马州油的甲基苯并[ a ]芴的结晶混合物包含至少六个组分，其中四个的保留时间与1-，3-，4-和10-甲基异构体的保留时间一致。描述了1-，3-和4-甲基苯并[ a ]芴的合成。

  DOI：

  10.1039/j39670000556

文献信息

• Molecular structure and intramolecular motion of (E)-stilbenes in crystals. An interpretation of the unusually short ethylene bond
  作者：Keiichiro Ogawa、Takashi Sano、Shin Yoshimura、Yoshito Takeuchi、Koshiro Toriumi

  DOI：10.1021/ja00029a037

  日期：1992.1

  Crystal structures of (E)-2,2'-dimethylstilbene (2), (E)-2,2',4,4'-tetramethylstilbene (3), (E)-2,2',5,5'-tetramethylstilbene (4), (E)-2,2',4,4',5,5'-hexamethylstilbene (5), and (E)-2,2',3,3-tetramethylstilbene (6) were determined at several temperatures by X-ray diffraction. Analyses of these results and also of those reported for (E)-stilbene (1) and its related compounds revealed that the X-ray structures of compounds having the (E)-stilbene skeleton commonly show an unusually short bond length for the ethylene bond and a strong temperature dependence for the molecular structure. No sign confirming these anomalies could be detected in solution by NMR or UV spectroscopy. It is concluded that the short ethylene bond in the X-ray structures of these compounds is an artifact caused by dynamic averaging originating from the torsional vibration of the C-Ph bonds, during which the movement of the benzene rings is restrained to be a minimum. The observed temperature dependence of the ethylene bond length and angles and of the torsion angles of the C-Ph bonds is ascribed to the slight energy difference between the conformers, which interconvert by the torsional vibration. It has also been revealed that the rotational vibration of the benzene rings around the normal axes through C1 and C1' is a characteristic motion of (E)-stilbenes in the crystalline state.
• Rearrangements of Benzyltrimethylammonium Ion and Related Quaternary Ammonium Ions by Sodium Amide Involving Migration into the Ring^1,2,3
  作者：Simon W. Kantor、Charles R. Hauser

  DOI：10.1021/ja01153a022

  日期：1951.9
• Constituents of high-boiling petroleum distillates. Part X. 1,2,7,8-Tetramethylfluorene and methylbenzo[a]fluorenes
  作者：W. Carruthers、H. N. M. Stewart

  DOI：10.1039/j39670000556

  日期：——

  A hydrocarbon isolated from a fraction of a Kuwait mineral oil has been identified by synthesis as 1,2,7,8-tetramethylfluorene. A crystalline mixture of methylbenzo[a]fluorenes from an Oklahoma oil is shown by gas chromatography to contain at least six components, four of which have retention times coincident with those of the 1-, 3-, 4-, and 10-methyl isomers. Syntheses of 1-, 3-, and 4-methylbenzo[a]fluorene

  从科威特矿物油的一部分中分离出的烃已通过合成鉴定为1,2,7,8-四甲基芴。气相色谱显示，来自俄克拉荷马州油的甲基苯并[ a ]芴的结晶混合物包含至少六个组分，其中四个的保留时间与1-，3-，4-和10-甲基异构体的保留时间一致。描述了1-，3-和4-甲基苯并[ a ]芴的合成。